methyl 2-((1r,4r)-4-(4-(4-(phenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)phenyl)cyclohexyl)acetate

Base Information

• Chemical Name: methyl 2-((1r,4r)-4-(4-(4-(phenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)phenyl)cyclohexyl)acetate
• CAS No.: 1578241-60-7
• Molecular Formula: C₃₀H₃₂N₂O₄
• Molecular Weight: 484.595
• Mol file: 1578241-60-7.mol

Synonyms:

Chemical Property of methyl 2-((1r,4r)-4-(4-(4-(phenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)phenyl)cyclohexyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-((1r,4r)-4-(4-(4-(phenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)phenyl)cyclohexyl)acetate

There total 6 articles about methyl 2-((1r,4r)-4-(4-(4-(phenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)phenyl)cyclohexyl)acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methyl 2-((trans)-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclohexyl)acetate (701232-69-1) + 7-bromo-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide (1578241-61-8) → methyl 2-((1r,4r)-4-(4-(4-(phenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)phenyl)cyclohexyl)acetate (1578241-60-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In dichloromethane; water; isopropyl alcohol; at 80 ℃; for 10h; Inert atmosphere;

DOI:10.1021/ml400527n

Reference yield:

4-(4-hydroxyphenyl)cyclohexan-1-one (105640-07-1) → methyl 2-((1r,4r)-4-(4-(4-(phenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)phenyl)cyclohexyl)acetate (1578241-60-7)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydride / tetrahydrofuran; mineral oil / 2.83 h / 0 - 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 1810.07 Torr

3: ethyl acetate / Heating

4: triethylamine / dichloromethane / 5 h / 0 °C / Inert atmosphere

5: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 17 h / 80 °C / Inert atmosphere

6: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dichloromethane; water; isopropyl alcohol / 10 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; hydrogen; potassium acetate; sodium hydride; sodium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; isopropyl alcohol; mineral oil;

DOI:10.1021/ml400527n

Reference yield:

[4-(4-hydroxyphenyl)cyclohexylidene]acetic acid methyl ester (701232-66-8) → methyl 2-((1r,4r)-4-(4-(4-(phenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)phenyl)cyclohexyl)acetate (1578241-60-7)

Guidance literature:

Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 1810.07 Torr

2: ethyl acetate / Heating

3: triethylamine / dichloromethane / 5 h / 0 °C / Inert atmosphere

4: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 17 h / 80 °C / Inert atmosphere

5: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dichloromethane; water; isopropyl alcohol / 10 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; hydrogen; potassium acetate; sodium carbonate; triethylamine; In 1,4-dioxane; dichloromethane; water; ethyl acetate; isopropyl alcohol;

DOI:10.1021/ml400527n

upstream raw materials:

methyl 2-((trans)-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclohexyl)acetate

7-bromo-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

4-(4-hydroxyphenyl)cyclohexan-1-one

[4-(4-hydroxyphenyl)cyclohexylidene]acetic acid methyl ester

Downstream raw materials:

2-((1r,4r)-4-(4-(4-(phenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl) phenyl) cyclohexyl)acetic acid